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Love that it’s installable via homebrew: brew install --cask cakebrew

The cake is a lie, though. :)

There’s a tap I use when deploying Macs: https://github.com/buo/homebrew-cask-upgrade

You can upgrade cask installs via an interactive prompt. You can automate this as well with a login or logout script in your MDM

brew cu -a will look at all your cask installs and let you know what’s out of date, then prompt to upgrade them all, interactive upgrade, or none.

Speaking of homebrew: As a new homebrew user, I really appreciate Brewfiles, kept in version control with other dotfiles, installed/updated via brew bundle -v

See more info in the semi official docs of the subcommand: https://github.com/Homebrew/homebrew-bundle

I hope they add support for installing Homebrew itself with Cakebrew soon -- that's the one caveat I see that makes me hesitate to recommend this to newbies. If the goal is to avoid the terminal, having to use the terminal in the installation process isn't great.
What's the intersection of "not comfortable with basic commandline usage" and "benefits from using a package manager like homebrew"?
Ooo very cool. And I love that it’s a native Mac app. Makes sense since it doesn’t have to target any other platforms, but it’s still nice to see!
Should have been called Sommelier.